131652-82-9

Basic information

• Product Name: (3aR,7aS)-3a-(3,4-Dimethoxy-phenyl)-5-hydroxy-1-methyl-octahydro-indol-6-one
• CAS NO: 131652-82-9
• Molecular Weight: 305.374
• Mol File: 131652-82-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (3aR,7aS)-3a-(3,4-Dimethoxy-phenyl)-5-hydroxy-1-methyl-octahydro-indol-6-one(CAS DataBase Reference)
• NIST Chemistry Reference: (3aR,7aS)-3a-(3,4-Dimethoxy-phenyl)-5-hydroxy-1-methyl-octahydro-indol-6-one(131652-82-9)
• EPA Substance Registry System: (3aR,7aS)-3a-(3,4-Dimethoxy-phenyl)-5-hydroxy-1-methyl-octahydro-indol-6-one(131652-82-9)

Safety Data

• Hazardous Substances Data: 131652-82-9(Hazardous Substances Data)

Upstream product

• 131652-95-4 1-Benzyl-aziridine-2-carboxylic acid (R)-1-benzyloxymethyl-3-(3,4-dimethoxy-phenyl)-4-(2-nitro-phenylselanyl)-butyl ester 
• 131652-96-5 1-Benzyl-aziridine-2-carboxylic acid (R)-1-benzyloxymethyl-3-(3,4-dimethoxy-phenyl)-but-3-enyl ester 
• 131652-97-6 (3aR,5R,7aR)-1-Benzyl-5-benzyloxymethyl-3a-(3,4-dimethoxy-phenyl)-hexahydro-pyrano[3,4-b]pyrrol-7-one 
• 131652-79-4 (R)-1-Benzyloxy-4-(3,4-dimethoxy-phenyl)-5-(2-nitro-phenylselanyl)-pentan-2-ol 
• 131653-00-4 (2R,3R)-3-(3-Benzyloxy-2-oxo-propyl)-3-(3,4-dimethoxy-phenyl)-1-methyl-pyrrolidine-2-carbaldehyde 
• 131652-98-7 (3aR,5R,7aR)-5-Benzyloxymethyl-3a-(3,4-dimethoxy-phenyl)-hexahydro-pyrano[3,4-b]pyrrol-7-one 
• 131652-80-7 (3aR,7aS)-6-Benzyloxy-3a-(3,4-dimethoxy-phenyl)-1-methyl-2,3,3a,4,5,7a-hexahydro-1H-indol-5-ol 
• 131653-01-5 (3aR,7aS)-6-Benzyloxy-3a-(3,4-dimethoxy-phenyl)-1-methyl-1,2,3,3a,4,7a-hexahydro-indol-5-one 
• 131652-99-8 (R)-1-Benzyloxy-3-[(2R,3R)-3-(3,4-dimethoxy-phenyl)-2-hydroxymethyl-1-methyl-pyrrolidin-3-yl]-propan-2-ol 
• 81309-80-0 (R)-5-Benzyloxymethyl-3-(3,4-dimethoxy-phenyl)-dihydro-furan-2-one 
• 131652-78-3 (R)-5-Benzyloxy-2-(3,4-dimethoxy-phenyl)-pentane-1,4-diol 
• 131652-81-8 Acetic acid (3aR,7aS)-6-benzyloxy-3a-(3,4-dimethoxy-phenyl)-1-methyl-2,3,3a,4,5,7a-hexahydro-1H-indol-5-yl ester 

Downstream Products

• 468-53-1 (-)-mesembrine 
• 131653-06-0 (-)-isomesembrine 

Relevant articles and documents

Enantiospecific Construction of Quaternary Carbon Center via Intramolecular 1,3-Dipolar Cycloaddition. A New Route to Natural (-)-Mesembrine from (S)-O-Benzylglycidol

Thermolysis of the aziridine ester, obtained from (S)-O-benzylglycidol, afforded the pyrrolidine lactone bearing a quaternary carbon center stereo-specifically in a good yield via intramolecular cycloaddition of the 1,3-dipole.The adduct (11) could be converted into natural (-)-mesembrine, the major alkaloid of Sceletium namaquense, and its N-demethyl derivative via a 8 step sequence of reactions.